$110 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 4/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Thu, May 7 - Mon, May 11
United Airlines Logo
4:55 pm - 11:59 pm
SJU
-
SDF
7h 04m
1 stop
United Airlines Logo
5:50 am - 12:34 pm
SDF
-
SJU
6h 44m
1 stop
$220United Airlines
Fri, Apr 24 - Fri, May 1
Multiple Airlines Logo
6:00 am - 6:58 pm
SJU
-
SDF
12h 58m
1 stop
Multiple Airlines Logo
7:48 pm - 7:22 pm
SDF
-
SJU
23h 34m
1 stop
$265Multiple Airlines
Thu, Apr 23 - Thu, Apr 30
American Airlines Logo
11:43 am - 10:08 pm
SJU
-
SDF
10h 25m
2 stops
American Airlines Logo
7:31 am - 10:05 pm
SDF
-
SJU
14h 34m
1 stop
$308American Airlines
Sat, Apr 18 - Sat, Apr 18
American Airlines Logo
6:45 am - 4:47 pm
SJU
-
SDF
10h 02m
1 stop
American Airlines Logo
7:52 pm - 10:48 am
SDF
-
SJU
14h 56m
1 stop
$309American Airlines
Fri, Apr 24 - Fri, May 1
Multiple Airlines Logo
6:00 am - 6:58 pm
SJU
-
SDF
12h 58m
1 stop
Multiple Airlines Logo
7:48 pm - 12:54 am
SDF
-
SJU
29h 06m
2 stops
$312Multiple Airlines
Thu, Sep 10 - Thu, Sep 17
American Airlines Logo
12:05 pm - 11:58 pm
SJU
-
SDF
11h 53m
1 stop
American Airlines Logo
6:46 am - 6:10 pm
SDF
-
SJU
11h 24m
1 stop
$316American Airlines
Thu, May 7 - Mon, May 11
United Airlines Logo
4:55 pm - 11:59 pm
SJU
-
SDF
7h 04m
1 stop
United Airlines Logo
5:50 am - 12:34 pm
SDF
-
SJU
6h 44m
1 stop
$320United Airlines
Wed, May 20 - Wed, Jun 3
Delta Logo
8:59 pm - 2:42 pm
STI
-
SDF
17h 43m
2 stops
Delta Logo
7:50 am - 12:59 am
SDF
-
STI
17h 09m
2 stops
$640Delta
Wed, May 27 - Sat, May 30
Delta Logo
8:59 pm - 12:03 pm
STI
-
SDF
15h 04m
2 stops
Delta Logo
6:00 am - 12:59 am
SDF
-
STI
18h 59m
2 stops
$723Delta
Sun, Apr 12 - Thu, Apr 16
Southwest Logo
2:40 pm - 12:20 am
MBJ
-
SDF
8h 40m
1 stop
Southwest Logo
5:45 am - 11:15 am
SDF
-
MBJ
6h 30m
1 stop
$1,072Southwest
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$110
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11531 reviews
6.9Entertainment
6.4Food
7.5Boarding
7.2Comfort
7.9Crew
Airline reviews

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

6.0 GoodDeannia, Mar 2026
PHL - SEA
Read more American Airlines reviews

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

Flight was on-time, boarding was flawless and the crew was friendly.

The staff are very, very professional. It's what flying should feel like.

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

Flight was on time. Cabin attendants made no recognition of my name or being an Advantage Executive Platinum member.

Award tickets are some of the best... seats lack entertainment options.

The flight itself was excellent but the gate attendant made me check my carryon since she said it was an inch too big. I’ve had no problems with this carryon on recent flights on Qantas, Delta, Austrian, Southwest Airlines even though the overhead bins are the same size. there were other carryons in the bins that also looked larger than mine and there was room left in the bins for more. When I picked up my carryon from baggage claim one of the wheels had broken off.

The flight changed gates multiple times and flight had to be delayed multiple times

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

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Everything you need to know for your flight to Louisville

Information on the airport you'll fly into in Louisville

Louisville (SDF)